Retire With Purpose - The Retirement Podcast
Casey Weade
Whether you are in retirement or have yet to make the transition, The Retire With Purpose podcast is a show designed to help you maximize your financial confidence and elevate your fulfillment in this chapter of life.
Each week Casey Weade, a CERTIFIED FINANCIAL PLANNER™ and Founder of Howard Bailey Financial, discusses thoughts and ideas with some of today's foremost names in finance and retirement, as well as trending topics that could impact your bottom line. These strategies can help you make better financial decisions so you can live the lifestyle you’ve always imagined and deserve.
Investment Advisory Services may be offered through Howard Bailey Securities, LLC, a registered investment adviser. Working with Howard Bailey Securities, LLC, cannot guarantee investment success or that specific financial goals will be achieved. For more information on professional designations, visit finra.org/investors/professional-designations.
©2024 HOWARD BAILEY FINANCIAL, INC.
Each week Casey Weade, a CERTIFIED FINANCIAL PLANNER™ and Founder of Howard Bailey Financial, discusses thoughts and ideas with some of today's foremost names in finance and retirement, as well as trending topics that could impact your bottom line. These strategies can help you make better financial decisions so you can live the lifestyle you’ve always imagined and deserve.
Investment Advisory Services may be offered through Howard Bailey Securities, LLC, a registered investment adviser. Working with Howard Bailey Securities, LLC, cannot guarantee investment success or that specific financial goals will be achieved. For more information on professional designations, visit finra.org/investors/professional-designations.
©2024 HOWARD BAILEY FINANCIAL, INC.
Episodes
Mentioned books
Aug 8, 2025 • 41min
514: Freedom After 50: You Planned Wisely—But Is Your Money Aligned with What Matters Most?
Les McDaniel, a certified retirement coach at Howard Bailey Financial and co-author of The Wise Wealth Playbook, delves into the balance of wealth and wisdom. He discusses the Wise Wealth Framework, emphasizing the six life 'currencies' that shape true fulfillment. Topics explore aligning financial decisions with personal values, the pursuit of growth and purpose during retirement, and how life's challenges can enhance meaning. Les also shares insights on navigating emotional and financial zones, offering practical tools for improving retirement strategies.
16 snips
Aug 1, 2025 • 49min
513: The One Big Beautiful Bill Act: What It Really Means for Your Retirement Taxes
Discover how the One Big Beautiful Bill Act reshapes your retirement tax landscape. Learn about new standard deductions for seniors and the nuanced implications of capital gains and Social Security taxation. The podcast delves into the evolving tax landscape, including changes to itemized deductions and benefits for 529 plans. Explore the introduction of specialized retirement accounts for children and the potential advantages of Qualified Opportunity Zones. Stay informed on proactive tax planning strategies to maximize your benefits!
16 snips
Jul 25, 2025 • 27min
512: Freedom After 50: The Sunk Cost Fallacies Sinking Your Future Vision
Les McDaniel, a certified retirement coach at Howard Bailey Financial, discusses the often-overlooked sunk cost fallacy that traps retirees in their past. He shares insights on how letting go of outdated investments—be it homes or careers—can lead to newfound freedom. Listeners learn three powerful strategies to move beyond these constraints. McDaniel also introduces the Peace Index, a tool for assessing well-being in retirement, encouraging self-reflection and personal growth through life's transitions.
15 snips
Jul 18, 2025 • 28min
511: Sequence Risk Meets RMDs: The Retirement Trap No One Talks About
Are your Required Minimum Distributions (RMDs) a ticking time bomb for your retirement? Discover how RMDs and sequence of returns risk intertwine, potentially jeopardizing financial security. Explore strategies to optimize withdrawals during market shifts, including the value of timely Roth conversions. Learn why asset allocation and withdrawal timing are crucial in mitigating financial fallout. With expert insights, navigate the complexities of RMDs to safeguard your retirement income and maintain peace of mind.
21 snips
Jul 14, 2025 • 54min
510: Managing Investment Risk When You've Already Won The Game with William Bernstein
William Bernstein, a renowned investment advisor and retired neurologist, shares his wealth of knowledge on managing investment risks for retirees. He argues that money's true purpose is to buy freedom and peace of mind, rather than material goods. Bernstein emphasizes the dangers of continuing to invest after achieving financial goals, discussing deep versus shallow risks. He highlights the psychological aspects of aging in investment decisions and underscores the need for a tailored retirement plan that prioritizes personal fulfillment and meaningful connections.
20 snips
Jul 11, 2025 • 40min
509: Freedom After 50: 7 Practices to Help You Stop Hiding and Start Growing
Les McDaniel, a certified retirement coach, joins Casey Weade to explore personal growth beyond finances as we age. The conversation centers on embracing one’s 'shadow self'—the hidden aspects we often ignore. They discuss how unresolved emotional patterns affect our health and joy, and the importance of self-reflection in retirement. By confronting insecurities and aligning values with actions, listeners can foster deeper connections and find true peace in their second act. Tune in for transformative insights into personal fulfillment.
4 snips
Jul 4, 2025 • 23min
508: More Control, Less Surprise: A Real Retirement Tax Wake-Up Call
What's the biggest surprise in retirement? Fritz Gilbert shares his unexpected challenges with Roth conversions and the impact on his finances. Delve into why planning ahead is crucial, as waiting may lead to more taxes and complications. Discover how strategic conversions can reduce required minimum distributions, Medicare premiums, and even benefits for heirs. This episode emphasizes the importance of proactive tax strategies to navigate uncertainties and ensure a smoother financial journey in retirement.
8 snips
Jun 27, 2025 • 43min
507: Freedom After 50: You’re Not Looking for Advice—You’re Looking for Alignment, Part 2
In this engaging discussion, Certified Retirement Coach Les McDaniel joins Casey Weade to delve into finding alignment over merely seeking advice after 50. They highlight the importance of asking better questions and elevating emotional awareness to foster authentic financial decisions. The duo explores how to break free from draining patterns and envision life goals that transcends routine. They also tackle the intricacies of advice in today’s influencer era and stress the need for self-reflection to lead a meaningful life.
7 snips
Jun 20, 2025 • 23min
506: The Surplus Bucket Strategy: A Way to Spend More Confidently in Retirement
Discover how retirees can manage spending confidently without relying solely on annuities. Learn about the dynamics of underspending and the innovative ‘Surplus Bucket’ strategy to effectively allocate surplus assets. The discussion covers how the funded ratio can influence your income plan and the balance between enjoying savings and leaving inheritances. The importance of personalized financial strategies tailored to individual values is emphasized to enhance overall retirement satisfaction.
22 snips
Jun 13, 2025 • 28min
505: Freedom After 50: You’re Not Looking for Advice—You’re Looking for Alignment, Part 1
Les McDaniel, a certified retirement coach at Howard Bailey Financial, delves into the vital connection between personal experiences and meaningful financial advice. He discusses how understanding your own story can transform generic advice into actionable insights. The conversation highlights the challenges of advice overload and emphasizes aligning financial goals with personal values. Listeners gain a practical framework for navigating their retirement journey with clarity and purpose, moving from seeking advice to achieving genuine alignment.
